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Table of Contents

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Checkpoint VPN Client Downloads

Pre-Configured (Older)
Newest Version
Latest Download


Image result for checkpoint vpn logo

Overview

CheckPoint is an application installed on your computer that connects virtually connects you to the Oakland Schools network.  Once downloaded and installed, staff will log in with their FULL email address and email address password. 

Connecting to Checkpoint VPN

Microsoft Windows


Note

OS VPN with CheckPoint makes use of DUO Two Factor Authentication. Make sure you have configured DUO. Further instructions here.

  • Make sure you are connected to the internet.
  • Open 'CheckPoint Endpoint Security VPN'.

    • At the lower right of your screen, click on the arrow to expand your system tray. Double-click on CheckPoint which looks like a yellow padlock.
    • If it's not currently in your 'System Tray', proceed to the next step.


Windows 10

Windows 7

Expand your task bar screenshot Windows 10

Expand your task bar screenshot Windows 7



If you were able to find the icon on your 'System Tray', skip this step.

  • Open your 'Start Menu' in the lower left hand corner of your screen.
  • Begin typing 'Check Point Endpoint' and verify that the application is installed.
  • If you were able to locate it through this method, click on the application to open it and proceed as normal.
Note

If you are still unable to find it, please follow the install instructions at the bottom of the page.



Windows 10

Windows 7

Find Check Point VPN icon screen shot Windows 10Image Modified

Find Check Point VPN icon screen shot Windows 7Image Modified



  • Login with your username with OSLAN\YourUsernameHere or your Oakland Schools E-Mail and password.
    • Select the Connect Button.
    • CheckPoint will now be waiting for you to confirm this request via DUO.
Note

This uses which ever authentication you set up when you set up DUO Mobile originally. If you would like to change your authentication method, click here for more information.

  • Once you authenticate in Duo Mobile, will be logged into VPN. You will see a green circle on the yellow padlock icon.

Check Point VPN Login ScreenImage Modified



  • To disconnect from the VPN, right click the padlock icon and select Disconnect.
Note

Disconnect from the VPN when you are not using resources that require its use. This will free up connections during peak times, as well as assist with any latency that is introduced from a large amount of users.


Check Point VPN Disconnect screen shotImage Modified




Apple Mac OS

OS VPN with CheckPoint makes use of DUO Two Factor Authentication. Make sure you have configured DUO. Further instructions here.

  1. Make sure you are connected to the internet

  2. Open CheckPoint. 

    1. At the top of your screen, click on the lock icon. Click on connect.   

      1. If there is no lock icon, open your launchpad and click 'Endpoint Security VPN'.

    2. When asked to configure a new site, click 'Yes'

    3. At the site wizard screen, select 'Next'.

    4. When asked for server address or name, input the following: access.oakland.k12.mi.us

    5. Select 'Next'.

    6. Select 'Trust and Continue'

    7. Authentication method will be username and password

    8. Once the site wizard is done, select 'Finish'.

  3. Login with your username with OSLAN\YourUserName or your District E-Mail and password.

    1. Use the same password you use to login on your computer/laptop and access email

    2. Click the Connect Button

  4. CheckPoint will now be waiting for you to confirm this request via DUO. This uses which ever authentication you set up when you set up DUO. Further instructions here.

  5. You will be logged into VPN. You will see a green circle on the padlock icon.

  6. To disconnect from the VPN, click the padlock icon and select disconnect.


Note

Disconnect from the VPN when you are not using resources that require its use. This will free up connections during peak times, as well as assist with any latency that is introduced from a large amount of users.


Figure 2.a

Figure 2.a.i

Figure 2.b

Figure 2.c

Figure 2.d

Figure 2.g

Figure 2.h

Figure 3

Figure 6


Installing Checkpoint VPN

Microsoft Windows

  1. Click here to download the CheckPoint VPN installer.   

  2. Open the file oaklandschoolsVPN.msi

    1. Click “Next” to continue.

  3. Accept the terms and click“Next”.

  4. Click “Install”.

  5. The installation is in progress.

  6. Click “Finish” when the installation completed.

  7. Restart the PC.

  8. After the PC boot up continue with the connecting instructions at the top of the page.

Figure 2.a

VPN Installation Windows Step One screen

Figure 3

VPN Installation Windows Step One screen - Terms and Conditions

Figure 4

VPN Installation Windows Step Install Screen

Figure 5

VPN Installation Windows Progress Screen

Figure 6

VPN Installation Windows Finish screen

Figure 7

VPN Installation Windows Restart to complete screen



Apple Mac OS

  1. Click here to download checkpoint VPN on MAC

  2. Open the file Endpoint_Security_VPN.dmg

  3. Double click Endpoint_Security_VPN.pkg

  4. At the introduction, press continue.

  5. At the licence accept, press continue, then agree.

  6. At the installation type, press install.

  7. At the summary section, once the installation was successful, press close.

Figure 3

Figure 4

Figure 5

Figure 5

Figure 7


Troubleshooting Issues

Listed below are some common checkpoint VPN related issues we have encountered.

Access Denied - Wrong Username or Password

  • Make sure you have DUO setup properly, and accept the notification on your phone. You will get this message if you don't accept it in time.

  • Use your email address as your username instead of oslan\username

  • Double check your username and password is correct.

VPN disconnecting every few minutes

This can happen sometimes if your computer falls asleep while connected to the VPN. This can be resolved by manually disconnecting from the VPN and then reconnecting.